The production of 2,2,6,6-tetramethyl-4-piperidone-N-oxyl by reaction
of 2,2,6,6-tetramethyl-4-piperidone (TMPone) with ultrasonically gener
ated active species in oxygenated solutions of hematoporphyrin (Hp) wa
s studied by electron spin resonance: spectroscopy. The nitroxide prod
uction rate in air-saturated TMPone solutions in phosphate-buffered sa
line of pH 9.0 was significantly higher in the presence of Hp than in
its absence. The enhancement of nitroxide production by Hp was signifi
cantly inhibited in the presence of sodium azide or histidine in the s
olution. The production rate with Hp was doubled by substitution of de
uterium oxide, while the rate without Hp increased only modestly. Thes
e results suggest that a substantial amount of active oxygen can be ge
nerated by ultrasound in aqueous solutions of Hp. Since the production
rate was not reduced by mannitol and no nitroxide was produced in nit
rogen-saturated solutions, it appears that hydroxyl radicals do not ac
count for a major portion of the active oxygen species which reacted w
ith TMPone to yield a nitroxide.